Deals on vacations and trips to Middlebury

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Middlebury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Rochester

Super 8 by Wyndham Rochester

2 out of 5
Price was $464, price is now $436 per person
$436
per person
Feb 13 - Feb 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to South Bend (SBN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Quality Inn Rochester South

Quality Inn Rochester South

2.5 out of 5
Price was $481, price is now $467 per person
$467
per person
Feb 13 - Feb 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to South Bend (SBN)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Top Middlebury hotels deals

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $122 total per night
$122 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a snack bar/deli are also on offer.
Pool
Hot Tub
The Back Porch Haven Stay in Amish Country yet close to Notre Dame

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

Middlebury IN
$310 nightly
The price is $331 total per night
$331 total
Jan 12 - Jan 13
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Middlebury IN
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Van Buren Hotel

Van Buren Hotel

2.5 out of 5
1175 Van Buren Street Shipshewana IN
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $125 total per night
$125 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 3 conference rooms, along with free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 out of 5
800 South Van Buren Street Shipshewana IN
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $138 total per night
$138 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.
Pool
Hot Tub
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See all available properties in Middlebury
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Stone Lake

Commune with nature and explore the great outdoors at Stone Lake during your travels in Middlebury. While in this family-friendly area, you can enjoy the restaurants.

Stone Lake

Deutsch Kase Haus

Enjoy an outing to Deutsch Kase Haus during your stay in Middlebury. While in this relaxing area, find time to visit its shops.

Deutsch Kase Haus

Meadow Valley Golf Club

Enjoy a round of golf in Middlebury at Meadow Valley Golf Club. While in this family-friendly area, you can enjoy the restaurants.

Meadow Valley Golf Club

Frequently asked questions

How much are vacation packages to Middlebury?
With deals starting at just $436, hotel and flight packages are a superb way to stretch your travel budget. Watch out Middlebury — here you come!
How long should my Middlebury vacation be?
Most sightseers vacation in Middlebury for approximately 2 nights. That being said, travel is all about discovering hidden gems and losing yourself in the moment — why not book a few extra nights so you can do just that?
Where can I get the best vacation package deals for Middlebury?
With at least 400 airline partners and 1,000,000 properties across the globe, it's hard to top Travelocity. Browse our comprehensive range and pick up the best Middlebury package deal. Isn't it amazing when planning a trip is that easy?
Why should I book my Middlebury vacation package with Travelocity?
Travel is all about making fantastic new memories and leaving all your worries behind — which is why we provide you with a professional team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our terrific range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.
Will I save money on my Middlebury car rental if I combine it with hotels and flights?
With a Middlebury vacation package, you can bundle your flight, hotel and car bookings and save a whole lot. If you're eager to uncover the best of this fantastic destination, why not start with Wrigley Field? This well-known attraction is 100 mi from Middlebury. With your own wheels, you'll be there in a flash.
Which airport is best for Middlebury?
There's a very good chance you'll land at South Bend Intl. Airport (SBN), situated 30 mi west of downtown Middlebury. Fort Wayne Intl. Airport (FWA) (55 mi away from central Middlebury) and Kalamazoo-Battle Creek Intl. Airport (AZO) (40 mi away from central Middlebury) are other choices.
What is there to do in Middlebury?
Deutsch Kase Haus should be toward the top of your travel itinerary. After you've crossed off this leading attraction, simply stroll the streets of Middlebury and find out what makes this vibrant place tick.
Where should I stay when visiting Middlebury?
If you're searching for someplace comfortable to lay your head, have a look at the Hampton Inn & Suites Middlebury. It's the top choice for many travelers.

Photos of local treasures

Browse Middlebury vacation photos for more inspiration

Photo by Ann Sair
Photo by Ann Sair
Photo by Jw
Photo by Jw
Photo by Patrick Laughlin 
Photo by Patrick Laughlin 